Vacation Rentals By Owner In Lexington, KY

Indulge in ultimate comfort at this spacious 4-bedroom house. Each room boasts two twin-size beds. The largest room doubles as a bedroom and game room, complete with a pool table and card table. Enjoy entertainment on large flat-screen Smart TVs with fast WiFi throughout. Step outside to a fenced yard with a patio, BBQ grill, gazebo, and outdoor dining for eight. Nestled in a family-oriented neighborhood, just 7 miles from the Horse Park and 4 miles from downtown.

4 Bedroom House with Game Room

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$141.45

Welcome to Lexington! Stay in our cozy place and enjoy the southern charm. Lexington is also famous of its horses, bourbon, basketball, and beautiful bluegrass scenery. This house is a short distance away from many of the amenities, it is walk-able to many great restaurants and shopping, Arboretum is 15 minutes away. The lake and park, downtown and the University of Kentucky are just minutes away. Horse lovers, Keeneland horse race course is 15 mins away, the Horse Park is 20 mins away...

Cozy and Spacious Lexington stay

Lexington, Kentucky, United States

4

Bed

Bath

7

Sleeps

$245.28

Walkable to local favorite spots like West Sixth Brewery, County Club, The Blue Heron Steakhouse, this is the perfect space for your dowtown Lexington visit! We have TVs in the living room + bedroom and a fully equipped kitchen. Neighboring The Legacy Trail which is a shared-use greenway trail that snakes its way through Lexington's iconic horse farms and green, rolling hills. This 12-mile trail starts in downtown Lexington and leads to the iconic Kentucky Horse Park.brbrPremise ID for Local Regulations & Licensing: 15081035 dash 1

Quaint Cottage in Downtown Lexington 15 minutes to the Kentucky Horse Park

Lexington, Kentucky, United States

Bed

Bath

Exceptional(2)

$142.26

Welcome to The Witches Cottage! Don't worry, the only scary thing about this home is how perfect it is. Located in the heart of Downtown Lexington, guests are in the perfect spot to walk to Rupp Arena, fine dining, & Transylsvania University. This one bedroom, one bathroom home is great for quick trips to Lexington or even a longer stay for work. Don't let the downtown scene worry you, this is a cozy & peaceful place to stay. Ask us about our MONTHLY PRICE!

Witches Cottage - Downtown LEX

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$658.62

Welcome to your perfect getaway in the heart of Lexington! Just minutes from the University of Kentucky, Kroger Field and walking distance to some of great local restaurants, this modern 6 bedroom, 5 bath home offers the ultimate combination of comfort, convenience, and style. brbrWhether you're here for game day, a family reunion or a weekend with friends, this home has space for everyone. The open-concept living area is perfect for gathering, while the chef's kitchen making cooking a breeze.brbrStep outside and enjoy the private outdoor oasis featuring a cozy fireplace and grill perfect for entertaining year-round. After the game, unwind in the hot tub or keep up your fitness routing in the climate-controlled garage gym fully equipped with dumbbells, treadmill and peloton.brbrAmenities include:br-6 comfortable bedrooms (sleeps large groups with ease)br-5 full bathroooms (5 showers and 1 tub/shower combo)br-Outdoor fireplace & grillbr-Relaxing hot tubbr-Fully equipped climate control garage gymbr-Open living & dining spaces br-Modern kitchen with all essentialsbr-Close to UK, Kroger Field (1.2 mile walk), Kroger (.2 mile), local restaurants and Starbucks (.3 mile)brbrWhether you're tailgating, exploring, or simply relaxing, this home has everything you need for an unforgettable stay in Lexington

Upscale 6 Bedroom Home Near Stadium and Restaurants

Lexington, Kentucky, United States

6

Bed

5

Bath

12

Sleeps

$100.6

Lower level apartment with parking and two entrances. Light painted walls, ceiling lighting/fan, plus free washer and dryer. Approximately 10-15 minutes from Bluegrass Airport, 15-20 minutes to the University of Kentucky campus, stadium and 20-25 to Rupp Arena, 10-15 minutes from main entrance to Keeneland Race Track Main entrance, 20-25 minutes to downtown Lexington, 10-15 minutes to shopping mall/restaurants located in mall area, 50 minutes from the ARK ENCOUNTER AND CREATION MUSEUM.

Lexington Apt. with parking & private entrance Preview listing

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$179.36

Experience the best of Lexington at our studio, located right in the heart of Lexington. Perfectly situated within walking distance to campus, the hospitals, Rupp Arena, and some of the best dining and nightlife in the area, our open and airy apartment offers the ideal home base for your trip. Enjoy the comfort and privacy of our open apartment, designed with your needs in mind. Our keyless entry ensure that your space is secure, while our kitchenette is equipped for light cooking. With an open floor plan that creates a spacious and relaxing atmosphere, our studio is the perfect place to unwind after a busy day of exploring Lexington. And with all the essentials you need to prepare a quick meal or snack, you'll be able to enjoy the comforts of home while on the go.

Beautifully Designed Studio in Downtown Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$211.74

Experience the best of Lexington at our studio, located right in the heart of Lexington. Perfectly situated within walking distance to campus, the hospitals, Rupp Arena, and some of the best dining and nightlife in the area, our open and airy apartment offers the ideal home base for your trip. Enjoy the comfort and privacy of our open apartment, designed with your needs in mind. Our keyless entry ensure that your space is secure, while our kitchenette is equipped for light cooking. With an open floor plan that creates a spacious and relaxing atmosphere, our studio is the perfect place to unwind after a busy day of exploring Lexington. And with all the essentials you need to prepare a quick meal or snack, you'll be able to enjoy the comforts of home while on the go.

Private Studio Downtown - UK Campus/Downtown/Rupp

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$197.85

Our retro-chic 70s-themed studio, located right in the heart of the city. Step back in time and experience the colorful and funky decor of the 70s, with all the modern amenities you need for a comfortable stay. Our unit is designed with your comfort in mind, with a spacious living area that's perfect for relaxing after a busy day exploring the city. The retro-inspired furnishings and decor add a touch of nostalgia to your stay, while still providing all the modern conveniences you need. Our kitchen is fully equipped with all the essentials you need to prepare a home-cooked meal, or simply to enjoy a cup of coffee or tea in the morning. And with a cozy bedroom that's perfect for a good night's sleep, you'll wake up feeling refreshed and ready to take on the day.

Retro Chic 70s studio in the Heart of the City

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$154.07

Enjoy a stylish experience at this centrally-located apartment right in the heart of downtown Lexington. Right on the edge of UK’s campus, UK Hospital, Rupp Arena, and the best dining/nightlife Lexington has to offer! This open-concept apartment is a private and comfortable place to rest your head as you explore Lexington. Keyless entry, free private parking, & free WiFi. Kitchenette is equipped for light cooking. The perfect location for visiting Lexington! With an open floor plan that creates a spacious and relaxing atmosphere, our studio is the perfect place to unwind after a busy day of exploring Lexington. And with all the essentials you need to prepare a quick meal or snack, you'll be able to enjoy the comforts of home while on the go.

Stylish Studio Apartment in Downtown Lexington

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$330.27

Experience the ideal mix of vintage charm and modern design at this historic home, nestled on a quiet street in Lexington’s south side. Just a 10-minute drive from Keeneland and City Center, this home features a fully stocked kitchen and three spacious bedrooms, including two king-size beds and one queen. Step outside to unwind in your private backyard oasis, complete with a relaxing hot tub, fire pit, and Blackstone grill.brbrThis beautifully remodeled bungalow features three spacious bedrooms, with two king-size beds and one queen. The bright, airy living room flows into a fully equipped kitchen with brand-new appliances. From there, step out into the inviting backyard, where you can relax in the hot tub, gather around the fire pit, or cook on the Blackstone grillbrbrWe have an electronic keypad at the front door with a code we will send out 24 hours before y9our check in. Please do not lock the front or rear storm doors.

The Luxe/Hot Tub/10 Min Keenland/12 Min Downtown/Fenced In Yard/ Pet Friendly

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$624.69

Summary:brbrRelax and play in this spacious 4-bedroom + loft home in Lexington, perfect for groups of 12. Enjoy amenities like a golf simulator, game room, hot tub, fire pit, and a cozy covered porch. Centrally located near historic downtown and all things Bluegrass.brbrbrbrThe Space:brbrKey Featuresbrbrbrbr☀ Sleeps up to 12brbr☀ 4 bedrooms + loft, 3.5 bathroomsbrbr☀ Golf simulator, game roombrbr☀ Hot tub & fire pit outdoorsbrbr☀ High-speed internetbrbr☀ Pet friendly & kid friendly (pack-and-play available) brbr☀ Pet Fee of $100/pet up to 2 Dogs Maximum (Under 80lbs)brbr☀ Parking for up to 5 carsbrbrbrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrHouse was clean with many options for any type of stay that you want. We took a few tours of distilleries in the area and it was a perfect place to come back after a long day. Great dry bar with any tasting glasses you want plus a craft ice maker that makes ice spheres!! Would recommend, would rebook. - JamesbrbrbrbrWe had a fantastic stay at Seth’s place in Lexington! The house is huge, very clean, and located in a great area. The golf simulator and hot tubs were major highlights and made the stay extra fun. Everything was exactly as described, and Seth was an excellent host. Highly recommend this spot for anyone looking for a comfortable and unique stay in Lexington! - JohnbrbrbrbrWe had a fantastic stay at this beautiful home in Lexington, KY! The house was spacious and perfect for our group, with plenty of room for everyone to relax and feel comfortable. The décor was stunning—stylish, welcoming, and thoughtfully put together. One of the highlights was definitely the hot tub, which was such a great touch and perfect for winding down in the evenings. The mattresses were super comfortable, and everyone in our group commented on how well they slept. We had no complaints and would highly recommend this place to anyone visiting the area. Would definitely stay here again! - DeAndrabrbrbrbrbrbr✨ BEDROOMS ✨brbrbrbrFirst Floorbrbr• Master Bedroom: King bed with ensuite bathroom featuring a walk-in shower and tub, an elegant, peace-filled retreat.brbrbrbrSecond Floorbrbr• Bedroom #1: King bed, shares a Jack-and-Jill bathroom with Bedroom #2.brbr• Bedroom #2: King bed, sharing the same Jack-and-Jill with Bedroom #1.brbr• Bedroom #3: Two queen beds in a private space, with its own ensuite bathroom with walk-in shower.brbrbrbrTop of Stairsbrbr• Loft: King bed in an open common area , a fun spot for flexible sleeping arrangements.brbrbrbrEach room is designed for comfort and privacy, making it perfect for families or friend groups.brbrbrbrbrbr✨ BATHROOMS ✨brbrbrbr• 3 full bathrooms (each stocked with body wash, shampoo, conditioner), including ensuites and a shared Jack-and-Jill.brbr• 1 half bathroom on the main floor for convenience.brbr• All bathrooms are clean, bright, and thoughtfully outfitted for your stay.brbrbrbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrCook like a chef in the fully stocked kitchen, stainless appliances, granite countertops, and a large island with seating for three. The kitchen opens into a dining area for eight, which flows seamlessly into the living room. And for pure fun The game room features a golf simulator, plus spaces for group games and friendly competition.brbrbrbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrStep out to the covered porch for morning coffee, or unwind in the hot tub under the stars. As evening draws in, gather around the fire pit for stories and laughs. The yard is private and welcoming, perfect for relaxing or entertaining.brbrbrbrParking is provided for up to 5 vehicles in our driveway. Please note: only two cars may park on the street in front of the house, and parking in front of neighbors’ homes is not allowed (towing applies per city rules).brbrbrbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrWe can't wait to welcome you! Whether you're here for a fun getaway, a family reunion, or just some downtime, we're here to make your stay effortless and memorable. Book now, your Lexington adventure awaits.brbrbrbrbrbr** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.brbrbrbrGuest Access:brbrPlease note that we have placed an electronic lock on the front backdoor for easy quick access. You are welcome to arrive any time after your check-in window.brbrbrbrGetting Around:brbrWe're lucky to live in a city where driving is an easy option for getting around. The parking isn't usually too much of problem, and you can hail either Uber or Lyft right from your driveway!brbrbrbrOther Things to Note:brbrAfter confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.brbrbrbrYou will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.brbrbrbr Pet-Friendly StaybrbrWe’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.brbrbrbrRegistration # 15077859

Golf Simulator | Hot Tub | Game Room | Fire Pit

Lexington, Kentucky, United States

5

Bed

3

Bath

12

Sleeps

$104.17

Downtown Lexington living at its finest! This immaculately maintained condominium scores 100% on walkability if you want to experience the best of Lexington. Walk to UK campus, downtown bars or events at Rupp Arena.

Condo

Luxury Downtown Lexington Condo 5-to-7-minute walk to Rupp Arena

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$3534.33

Enjoy exclusive access to incredible amenities including a heated in-ground pool, hot tub, BBQ grills, fire pit, playset, hammock, and yard games surrounded by a fenced backyard. Located on Lexington's west side, just 3 miles from Keeneland Race Course & Bluegrass Airport, and a short 4.9-miles to downtown. Pool opens sometime in April and closes sometime in October (Ask host for exact dates). NOTE: The pool is OPEN for the 2026 season.brbrDogs welcome with prior written agreement from host and an additional pet fee per pet.

PRIVATE heated pool & hot tub, dogs ok, near Keeneland

Lexington, Kentucky, United States

3

Bed

Bath

8

Sleeps

$381.18

Summary:brbrEnjoy a beautifully renovated 4-bed, 2.5-bath Lexington home, your peaceful, pet- and kid-friendly retreat with a large backyard, game room, and space to relax and gather.brbrbrbrThe Space:brbrKey Features:brbrbrbr☀ Sleeps up to 12brbr☀ 4 bedrooms, 2.5 bathroomsbrbr☀ Fully renovated homebrbr☀ Game room for fun and entertainmentbrbr☀ Spacious, well-maintained backyard — safe for kids & petsbrbr☀ High-speed internetbrbr☀ Parking for up to 6 vehiclesbrbrbrbr⭐ 5 Star Reviews from our past guests:brbrbrbrSeth was a great host and was super helpful throughout the whole process. House was clean and looked the same as the pictures. Was a very comfortable space and is in a great location, especially being near the Keeneland race track. Would definitely recommend! - PhillipbrbrbrbrThis house was perfect for our two families with a total of 8 kids! The downstairs area was wonderful and definitely the favorite spot for our kiddos! The house was beautiful and decor was minimal (which worked well with us having 2 toddlers running around). Seth was very responsive and helpful. We would love to stay again! - HeatherbrbrbrbrHighly recommend! There were 8 adults for our group, we had everything we needed. Beds were very comfortable. Kitchen was perfect for us to gather at meals. House was very clean- enjoyed sitting on the porch!- Marybrbrbrbr✨ BEDROOMS ✨brbrbrbr• Master Bedroom (Main Floor): King bed, stylish and serene, with an ensuite full bathroom including a walk-in shower.brbr• 2nd Bedroom (Main Floor): King bed, close to the hallway bathroom, perfect for couples or adults.brbr• 3rd Bedroom (Main Floor): Queen bed, cozy and comfortable.brbr• 4th Bedroom (Basement): A full-size bunk bed, great for kids or additional guests, with a half bath nearby.brbrbrbrEach room offers comfort and flexibility, great for families or groups who want space to spread out.brbrbrbr✨ BATHROOMS ✨brbrbrbr• Master Ensuite (Main Floor): Full bath with walk-in showerbrbr• Hallway Bathroom (Main Floor): Full bath with shower + tubbrbr• Basement: Half bath for conveniencebrbrbrbrAll bathrooms come stocked with essentials like shampoo, conditioner, and body wash.brbrbrbr✨ KITCHEN & RELAXING AREAS ✨brbrbrbrStep into the brand-new custom kitchen, stainless appliances, granite countertops, a stylish backsplash, and an island with seating for four. The kitchen flows into the dining area (seats eight) and opens into the living room, creating an easy, connected space for cooking, chatting, and unwinding. Just off the main living area, step out onto the porch, a cozy spot for morning coffee or quiet evening conversation. After meals, head to the game room for friendly competition, board games, or relaxed hangout time with friends or family.brbrbrbr✨ OUTSIDE SPACE ✨brbrbrbrYour private backyard is a standout feature: lush, open, and safe, perfect for gatherings, letting pets run freely, or letting the kids play. There’s plenty of room to lounge in the sunshine, host a barbecue, or enjoy evening fireside chats under the stars.brbrbrbr✨ Book Today & Let Us Take Care Of You ✨brbrbrbrThis renovated, spacious Lexington home is the perfect base for your next trip, whether you’re here for family, friends, or a relaxing getaway. Book now, and we’ll make sure your stay is effortless, warm, and truly memorable.brbrbrbr** NOTE: Rental Property Agreement is required to be signed up after reservation has been confirmed. Failure to comply will result to the cancellation of reservation without refund.brbrbrbrOther Things to Note:brbrAfter confirming your reservation, you’ll receive access to our Guest Portal, which must be completed before check-in. It includes your check-in instructions, house rules, and required guest information.brbrbrbrYou will also be asked to review and sign our external rental agreement. During this process, you’ll have the option to purchase a nightly damage protection plan (damage waiver) for coverage against accidental damages during your stay.brbrbrbr Pet-Friendly StaybrbrWe’re happy to welcome pets in our property! We allow up to 2 pets, and there is a $100 pet fee per pet. Please inquire and let us know in advance if you’re bringing pets so we can add the fee to your reservation. This helps us prepare the space and ensure a comfortable stay for you and your furry friends.

Fully Renovated | Finished Basement | Luxury Beds | Games

Lexington, Kentucky, United States

4

Bed

Bath

12

Sleeps

$226.34

Settle in like a pioneer in this early 1800s historical log cabin near Boone's Station in Lexington KY. Historical researchers claim the cabin was constructed around the 1820s in the community on the east outskirts of Lexington. This cabin has been restored and modernized with the convenience of electricity, running water, high-speed internet, and heating and air. Just 1 minute from I-75.brbr-15082579-2 Local Registration Number br-The maximum number of occupants of this Short-Term Rental cannot exceed 6br-Guests are prohibited from allowing more individuals than the maximum occupancy allows.

Cabin

1800’s Historical Log Cabin near I-75 Interstate

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$156.7

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. One King Bedroom and fun loft offering 2 single beds & 1 full bath. This is a cabin built in 1907 and has the character to prove it. Unplug with a good book or utilize High speed WiFi. This cabin is 2 miles from I-75 & 15 minutes to downtown Lexington. Enjoy dinner 1 mile away at Proud Marys BBQ w/ Live music (seasonal) or Boone Dogs right down the road. Note: outside steps to front door are steep and uneven. 1st floor- kitchen and bath;br2nd floor- bedroom with king bed and living room; 3rd floor- loft accessible only by a ladder. brA camera is located at the front door on the exterior of the home to increase guest safety.brbr-15082579-1 Local Registration Number br-The maximum number of occupants of this Short-Term Rental cannot exceed 4br-Guests are prohibited from allowing more individuals than the maximum occupancy allows.

Cabin

Unique Stay in a 1907 Log Cabin on The Kentucky River

Lexington, Kentucky, United States

Bed

After a long day close the blinds ,Light an incense and decompress in this soft lit airy space. Big windows fill the space with beautiful natural lighting . Modular sofa that can be positioned to your liking. Read a book or watch a show while you sink into a velvet lounge chair. Tall industrial ceilings open the room up. The perfect amount of space with a metropolitan downtown feel .

Bath

4

Sleeps

Select Dates for Price

Condo

Zen downtown loft

Lexington, Kentucky, United States

Bed

Bath

Sleeps

$392.24

Paradiso is located just a half-block from Rupp Arena. The only thing closer to Rupp is the Hyatt! brbrParadiso is a total remodel with the look and feel of reclaimed space intersecting with bold colors, high-end furniture, original art, fantastic lighting, and many unique finishes and comfortable touches to keep you busy discovering them all. brbrWith 2 king bedrooms and 2 baths, there is plenty of room for two couples. An queen air mattress or the comfy sectional can accommodate a fifth or sixth personbrbrThe open floor plan is perfect for entertaining with plenty of seating, a romantic getaway, or just spoiling yourself. brbrWhile this listing is new, we are not new to the short-term rental market. Check out the reviews for the sister properties Luxe (#480649) and Dramatique (#933411) We have brought the same level of service and detail to Paradiso. The owners live onsite and are always available via text or a call.brbrParadiso has a high standard to upkeep!

Condo

Paradiso - Divine Condo, Perfect Location Walkable to Everything Downtown

Lexington, Kentucky, United States

Bed